Journal
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION
Volume 56, Issue 49, Pages 15599-15602Publisher
WILEY-V C H VERLAG GMBH
DOI: 10.1002/anie.201708519
Keywords
C-H activation; diastereoselectivity; iron; phenoxide; pyrrolidine
Categories
Funding
- NSF [CHE-0955885]
- NIH [GM-115815]
- Harvard University
- NSF
- DOE
Ask authors/readers for more resources
We report herein the improved diastereoselective synthesis of 2,5-disubstituted pyrrolidines from aliphatic azides. Experimental and theoretical studies of the C-H amination reaction mediated by the iron dipyrrinato complex (L-Ad)FeCl(OEt2) provided a model for diastereoinduction and allowed for systematic variation of the catalyst to enhance selectivity. Among the iron alkoxide and aryloxide catalysts evaluated, the iron phenoxide complex exhibited superior performance towards the generation of syn 2,5-disubstituted pyrrolidines with high diastereoselectivity.
Authors
I am an author on this paper
Click your name to claim this paper and add it to your profile.
Reviews
Recommended
No Data Available